tert-butyl 1-(3-((benzyloxy)carbonyl)-4-hydroxyphenyl)-2,5-dimethyl-1H-pyrrole-3-carboxylate

Base Information

Chemical Name:tert-butyl 1-(3-((benzyloxy)carbonyl)-4-hydroxyphenyl)-2,5-dimethyl-1H-pyrrole-3-carboxylate
CAS No.:1427469-79-1
Molecular Formula:C₂₅H₂₇NO₅
Molecular Weight:421.493
Hs Code.:

Synonyms:tert-butyl 1-(3-((benzyloxy)carbonyl)-4-hydroxyphenyl)-2,5-dimethyl-1H-pyrrole-3-carboxylate

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Chemical Property of tert-butyl 1-(3-((benzyloxy)carbonyl)-4-hydroxyphenyl)-2,5-dimethyl-1H-pyrrole-3-carboxylate

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Technology Process of tert-butyl 1-(3-((benzyloxy)carbonyl)-4-hydroxyphenyl)-2,5-dimethyl-1H-pyrrole-3-carboxylate

There total 3 articles about tert-butyl 1-(3-((benzyloxy)carbonyl)-4-hydroxyphenyl)-2,5-dimethyl-1H-pyrrole-3-carboxylate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 70.0%

: 1427469-78-0
5-(3-(tert-butoxycarbonyl)-2,5-dimethyl-1H-pyrrol-1-yl)-2-hydroxybenzoic acid

: 100-51-6,185532-71-2
benzyl alcohol

: 1427469-79-1
tert-butyl 1-(3-((benzyloxy)carbonyl)-4-hydroxyphenyl)-2,5-dimethyl-1H-pyrrole-3-carboxylate

Guidance literature:: With dmap; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; Reflux;
DOI:10.1021/jm3018964

Reference yield:

: 1694-31-1
tert-butyl acetoacetate

: 1427469-79-1
tert-butyl 1-(3-((benzyloxy)carbonyl)-4-hydroxyphenyl)-2,5-dimethyl-1H-pyrrole-3-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium ethanolate / ethanol / 0.25 h / Cooling with ice

1.2: 4 h / 0 - 20 °C

2.1: 4-methyl-morpholine; toluene-4-sulfonic acid / toluene / 3 h / Reflux

3.1: dicyclohexyl-carbodiimide; dmap / dichloromethane; tetrahydrofuran; N,N-dimethyl-formamide / Reflux

With 4-methyl-morpholine; dmap; sodium ethanolate; toluene-4-sulfonic acid; dicyclohexyl-carbodiimide; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; toluene; 2.1: |Paal-Knorr Pyrrole Synthesis;
DOI:10.1021/jm3018964

Reference yield:

: 318511-70-5
tert-butyl 2-acetyl-4-oxopentanoate

: 1427469-79-1
tert-butyl 1-(3-((benzyloxy)carbonyl)-4-hydroxyphenyl)-2,5-dimethyl-1H-pyrrole-3-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: 4-methyl-morpholine; toluene-4-sulfonic acid / toluene / 3 h / Reflux

2: dicyclohexyl-carbodiimide; dmap / dichloromethane; tetrahydrofuran; N,N-dimethyl-formamide / Reflux

With 4-methyl-morpholine; dmap; toluene-4-sulfonic acid; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene; 1: |Paal-Knorr Pyrrole Synthesis;
DOI:10.1021/jm3018964